3-Cyano-2,6-dichloro-4-methylpyridine → (E)-2,6-Dichloro-4-(2-(dimethylamino)vinyl)nicotinonitrile

HRID 1034943노트

반응식

HRID 1034943 반응식
[Cl:1][C:2]1[N:9]=[C:8]([Cl:10])[CH:7]=[C:6]([CH3:11])[C:3]=1[C:4]#[N:5].CO[CH:14](OC)[N:15]([CH3:17])[CH3:16]>C(O)(C)C>[Cl:1][C:2]1[N:9]=[C:8]([Cl:10])[CH:7]=[C:6](/[CH:11]=[CH:14]/[N:15]([CH3:17])[CH3:16])[C:3]=1[C:4]#[N:5]

참가 물질

4

반응물 2

HCID 701313-Cyano-2,6-dichloro-4-methylpyridineHCID 78373Dimethylformamide dimethyl acetal

생성물 1

HCID 58093913(E)-2,6-Dichloro-4-(2-(dimethylamino)vinyl)nicotinonitrile

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
65 °C

실험 절차

To 2,6-dichloro-4-methylnicotinonitrile (20.3 g, 0.108 mol) in 200 mL of isopropyl alcohol is added N,N-dimethylformamide dimethylacetal (14.4 mL, 0.108 mol) and the reaction is stirred at 65° C. for 18 hrs. After the reaction is cooled to ambient temperature, the precipitate is collected by filtration, washed with 50 mL of isopropyl alcohol, and air dried giving (E)-2,6-Dichloro-4-(2-(dimethylamino)vinyl)nicotinonitrile as a yellow solid. MS (ES+) calcd. 242.02. found 242.10 (MH+). H-NMR (600 MHz, DMSO-d6) 2.90 (br.s, 3H), 3.17 (br.s, 3H), 5.05 (d, J=12.6 Hz, 1H), 7.61 (s, 1H), 8.09 (d, J=12.6 Hz, 1H).

후처리

  1. temperatureAfter the reaction is cooled to ambient temperature
  2. filtrationthe precipitate is collected by filtration
  3. washwashed with 50 mL of isopropyl alcohol, and air
  4. customdried

출처 및 근거

ORD 기록
ord-6a049bcd94eb4f10a1237941cfb83371
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546370B2

반응 노트

불러오는 중…